친환경적 살충제 개발을 위한 비스테로이드성 Ecdysone 작용제들의 화학구조 특성 비교 연구

Abstract

The relationship between physicochemical and molecular structural properties of non-steroidal ecdysone agonists and their bioactivity was investigated in this study. 2 Dibenzoylhydrazines including RH 5849 and tebufenozide, 1 non-dibenzoylhydrazine, DTBHIB and 1 naturally found agonist, 8-O-acetylharpagide were selected and their molecular physicochemical parameter values such as Log P, hydrophilic-lipophilic balance(H.L.B.), hydrogen bond(H.B.), dipole moment(D.M.), and connectivity/kappa index and distribution of electronic charge were calculated/drawn using computer program to be compared. DTBHIB showed physicochemical and steric properties more similar to dibenzoylhydrazines than 8-O-acetylharpagide. Overally, non-steroidal ecdysone agonists showed an increasing tendency of bioactivity with the increase of their hydrophobicity within a certain range. It was also shown that dibenzoylhydrazines and DTBHIB share the common distribution pattern of molecular electronic charge which is offered by -C=O linked with the left benzene ring. These results suggest that bioactivity of non-steroidal ecdysone agonists is affected combinedly by physico-chemical properties such as hydrophilicity of the ligand, position and steric orientation of functional groups and distribution of electronic charge in the molecule, not only by the number of -OH in the molecule and resulting possibility of hydrogen bond with receptors.